Old Town Chicago Hotels, Chicago

Top reasons to visit Old Town Chicago

• Vibrant Theatre Scene: Experience a lively array of performances and shows that showcase local talent.
• Charming Streets: Stroll through picturesque streets filled with friendly locals and unique shops.
• Outdoor Activities: Enjoy urban parks and outdoor spaces perfect for family-friendly adventures.
• Cultural Hotspots: Discover iconic skyscrapers and rich cultural experiences nearby in Downtown Chicago.
• Diverse Accommodation: Choose from quaint bed & breakfasts to modern hotels tailored to every traveller's needs.

Find great hotels near Old Town Chicago

Old Town Chicago offers a diverse selection of accommodation options, including charming bed & breakfasts and modern hotels. Whether you're seeking a pet-friendly stay, business amenities, or a vibrant shopping experience, you'll discover a variety of local hotels tailored to your preferences. Embrace the unique atmosphere of this historic neighbourhood while enjoying comfortable and convenient accommodations in the heart of the Windy City.

• Hyatt Regency Chicago: Nestled in the vibrant shopping district and only 3.2km from Old Town Chicago, Hyatt Regency Chicago is a 4-star hotel that caters to travellers seeking a blend of nature and urban excitement. This LGBTQIA-friendly property is perfect for those who wish to explore the local shopping scene while enjoying a welcoming atmosphere. With its modern amenities and spacious rooms, guests can unwind after a day of adventure, making it an ideal choice for both relaxation and exploration.
• The Whitehall Hotel, BW Premier Collection: Just 1.6km from Old Town Chicago, The Whitehall Hotel is a charming 4-star boutique hotel that offers a sophisticated experience tailored for business and leisure travellers alike. The exquisite decor and unique artworks create a distinctive ambiance, while the dedicated business facilities, including a meeting room and business centre, ensure a seamless work environment. Located in the bustling shopping district, this hotel provides a perfect balance of professional and leisurely pursuits.
• LondonHouse Chicago, Curio Collection by Hilton: Situated 3.2km away from Old Town Chicago, LondonHouse Chicago is a luxurious 4.5-star hotel that epitomises elegance and sophistication. Ideal for those seeking a pampering spa experience, this property boasts an extensive range of relaxation services, including hot stone massages and facial treatments. Located in the heart of the shopping district, guests can indulge in retail therapy before retreating to the serene environment of the hotel. Its lavish amenities and opulent decor make it a top choice for discerning travellers.

Where to stay near Old Town Chicago

Old Town Chicago offers a delightful blend of family-friendly attractions and vibrant city life. Visitors can explore the charming streets filled with friendly locals, enjoy outdoor activities, and savour the unique urban atmosphere. Nearby, Downtown Chicago beckons with its iconic skyline and cultural hotspots, making it an ideal base for your adventures. With its prime location and welcoming vibe, Old Town is perfect for a memorable holiday experience in the Windy City.

• Chicago: As a vibrant metropolis, Chicago is the heart of the Windy City, and Old Town Chicago sits within its lively embrace. The city attracts visitors year-round, peaking in the summer months when families and outdoor enthusiasts flock to its diverse attractions. Chicago is renowned for its stunning architecture, bustling shopping areas, and arena entertainment facilities. It's a city where sports fans can cheer on their favourite teams, and families can explore educational venues, all while being surrounded by iconic landmarks like stadiums and tourist precincts.
• Downtown Chicago: Located a mere 3.2km from Old Town Chicago, Downtown is the bustling core of the city. This neighbourhood is a hub for family-friendly activities and outdoor adventures, with visitor numbers peaking during the warmer months. Downtown Chicago offers a lively atmosphere with ample shopping opportunities, theatres, and arena entertainment that cater to all ages. You'll find renowned landmarks, such as the famous tourist precincts and sports stadiums, making it a must-visit for anyone looking to experience the essence of Chicago.
• Magnificent Mile: Just 1.6km away from Old Town Chicago, Magnificent Mile is a premier shopping and dining destination that epitomises urban charm. This neighbourhood welcomes visitors throughout the year, with peak times during March to April and July. Families and city explorers alike will appreciate the diverse range of activities, from high-end shopping to engaging educational experiences. The area is dotted with iconic landmarks, including tourist precincts and major sports facilities, ensuring that there's always something exciting to discover.

Things to do in and around Old Town Chicago

Old Town Chicago is perfect for family getaways, offering an array of outdoor activities and city-themed attractions. Visitors can enjoy a vibrant theatre scene, diverse shopping areas, and educational experiences. Don't miss the opportunity to explore the local amenities, which contribute to the area's charm and appeal.

Shopping

For a delightful shopping experience in Old Town Chicago, visit the Green City Market, a vibrant public market just 644m away, offering local produce and unique finds. The Chicago Place Mall and 900 North Michigan Shops, both 1.6km away, feature a mix of shopping, dining, and entertainment.

Recreation

Wrigley Field offers an exhilarating sports atmosphere, perfect for catching a game and soaking in the vibrant energy. House of Blues Chicago immerses you in lively music and entertainment, while Second City provides hilarious comedy performances, making it a fantastic spot for family fun and laughter.

Adventure

Venture onto the Salt Creek Trail, a scenic hiking path 19.3km from Old Town Chicago, where you can immerse yourself in nature. For a splash of fun, visit Rainbow Falls Waterpark, located 30.6km away, offering thrilling rides and family-friendly entertainment in an adventurous setting.

Nightlife

In Old Town Chicago, the nightlife is vibrant with theatres like the Chicago Theatre, Cadillac Palace Theatre, and Goodman Theater, all offering a rich blend of entertainment and culture. Each venue emanates romantic vibes, perfect for a memorable evening out.

Booking tips and Expedia advantages for Old Town Chicago

For a budget-friendly trip to Old Town Chicago, consider visiting from December to February when accommodation prices drop. Mondays are the cheapest days to stay, while Saturdays tend to be pricier. Use Expedia's search tool to find the best deals, sorting by price to discover affordable hotels and package deals that combine flights and activities. Don’t miss out on free attractions like Lincoln Park and the Chicago Riverwalk. For public transport, utilise the affordable CTA system to explore the city without breaking the bank.

• The most and least expensive months on average to stay in a hotel: The cheapest months to stay around Old Town Chicago are December to February, where the prices are slightly lower. This is in comparison to June and September to October, where prices are slightly higher.
• The most and least expensive days on average to stay in a hotel: The least expensive day to stay around Old Town Chicago is Monday. The most expensive day to stay around Old Town Chicago is Saturday.
• Find cheap hotels on Expedia: Utilise Expedia's search tool to narrow down your options based on your budget, preferred location, and the type of accommodation you’re after. To find the best prices and offers, simply sort the price filter from lowest to highest.
• Consider bundling your trip: You can save some dollars by combining your Old Town Chicago hotel stay with your flights and activities through an Expedia package deal.

Find the best attractions near Old Town Chicago

Old Town Chicago is perfect for families seeking an outdoor city-themed holiday. Visitors can explore iconic skyscrapers, vibrant urban parks, and bustling streets that reflect the area's rich culture. Key attractions in the Old Town neighbourhood offer a unique blend of experiences suitable for all ages. Don't miss the chance to immerse yourself in the local charm and discover the best of Chicago's offerings while you're there.

• Michigan Avenue: Known as the Magnificent Mile, Michigan Avenue is a bustling thoroughfare lined with world-class shopping, dining, and iconic architecture. Stroll along this vibrant street to experience the lively atmosphere and the pulse of Chicago's urban life.
• Navy Pier: This picturesque jetty offers stunning views of Lake Michigan, with plenty of entertainment options, including rides, restaurants, and cultural attractions. It’s a great spot for families and those looking to soak in the scenic beauty and friendly vibe of the city.
• Millennium Park: A beloved urban oasis, Millennium Park features stunning public art, beautiful gardens, and event spaces. It’s perfect for families seeking outdoor activities while enjoying the cityscape, making it a must-visit during your Chicago adventure.

Best time to go to Old Town Chicago

The best time to visit Old Town Chicago is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly cloudy with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	25.7°F (-3.5°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
February	27.0°F (-2.8°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
March	37.0°F (2.8°C)	Light Rain	Mostly Cloudy	Average	Average
April	46.0°F (7.8°C)	Light Rain	Mostly Sunny	Slightly High	Average
May	57.0°F (13.9°C)	Light Rain	Mostly Sunny	Average	Average
June	67.3°F (19.6°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
July	73.4°F (23.0°C)	Light Rain	Mostly Sunny	Slightly High	Average
August	73.0°F (22.8°C)	Light Rain	Mostly Sunny	Average	Average
September	67.1°F (19.5°C)	Light Rain	Mostly Sunny	Average	Slightly High
October	54.9°F (12.7°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly High
November	42.3°F (5.7°C)	Light Rain	Mostly Sunny	Slightly Low	Average
December	33.1°F (0.6°C)	Light Rain	Mostly Cloudy	Slightly Low	Slightly Low

The nearest major airports for your trip to Old Town Chicago

Visiting Old Town Chicago is convenient with access to two major airports. Chicago O'Hare International Airport (ORD) is situated 22.5km away, with nearby hotels like the 4.5-star Loews Chicago O'Hare Hotel and the 4-star Hyatt Regency O'Hare, both just 3.2km from the airport. Alternatively, Chicago Midway International Airport (MDW) is about 16.1km from Old Town, offering luxury options such as the 5-star Trump International Hotel & Tower Chicago and Nobu Hotel Chicago, both 8-14.5km from MDW. For a more local experience, Chicago Executive Airport (PWK) lies 114.5km away, with hotels like Embassy Suites by Hilton Chicago North Shore Deerfield, only 4.8km from the airport.